2,4-Anhydro-3-thio-D-arabinonic Acid Methyl Ester 5-(4-Methylbenzenesulfonate) | 161856-72-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-Anhydro-3-thio-D-arabinonic Acid Methyl Ester 5-(4-Methylbenzenesulfonate)
• 英文别名: methyl (2R,3R,4R)-4-[(4-methylphenyl)sulfonyloxymethyl]-3-sulfanyloxetane-2-carboxylate
• CAS: 161856-72-0
• 化学式: C₁₃H₁₆O₆S₂
• 分子量: 332.398
• InChiKey: BLXUDSXTFHWONW-GRYCIOLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  88.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,4-Anhydro-3-thio-D-arabinonic Acid Methyl Ester 5-(4-Methylbenzenesulfonate) 在 palladium on activated charcoal i-PrNEt 、 氢气 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 、 乙腈 为溶剂， 生成 Sodium; (4R,5S,6S)-6-((R)-1-hydroxy-ethyl)-3-[(2R,3R,4R)-2-methoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-oxetan-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate
  参考文献：
  名称：

  Synthesis and structure-activity relationships of some novel oxetane carbapenems

  摘要：

  Six disubstituted oxetane carbapenems were synthesized and their antibacterial profile compared with the lead amino methyl THF carbapenem as well as imipenem. The oxetane carbapenems had comparable or less activity against the Gram(-) bacteria and had reduced activity against Gram(+) bacteria in comparison with imipenem and the THF carbapenem CL 191,121, but were highly stable to hydrolysis by hog kidney dehydropeptidase (DHP). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00280-1
• 作为产物：
  描述：

  methyl 2,4-anhydro-3,5-di-O-benzyl-D-lyxonate 在 palladium on activated charcoal 吡啶 、 氢气 、 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 生成 2,4-Anhydro-3-thio-D-arabinonic Acid Methyl Ester 5-(4-Methylbenzenesulfonate)
  参考文献：
  名称：

  Synthesis and structure-activity relationships of some novel oxetane carbapenems

  摘要：

  Six disubstituted oxetane carbapenems were synthesized and their antibacterial profile compared with the lead amino methyl THF carbapenem as well as imipenem. The oxetane carbapenems had comparable or less activity against the Gram(-) bacteria and had reduced activity against Gram(+) bacteria in comparison with imipenem and the THF carbapenem CL 191,121, but were highly stable to hydrolysis by hog kidney dehydropeptidase (DHP). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00280-1

文献信息

• Novel 2-thiosubstituted carbapenems
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0617036A2

  公开（公告）日：1994-09-28

  Carbapenem antibiotic compounds of the general formula : wherein the moiety is a 4, 5 or 6 membered mono, di- or tri- substituted oxygen or sulfur containing ring ; wherein Z is oxygen, sulfur, sulfoxide and sulfone, pharmaceutical compositions thereof useful for the treatment of bacterial infections, processes for preparing the compounds and new intermediates useful in the process.

  通式为...的碳青霉烯类抗生素化合物 其中分子 其中 Z 是氧、硫、亚砜和砜；用于治疗细菌感染的药物组合物；制备该化合物的工艺以及在该工艺中有用的新中间体。
• US5602118A
  申请人：——

  公开号：US5602118A

  公开（公告）日：1997-02-11
• US5623081A
  申请人：——

  公开号：US5623081A

  公开（公告）日：1997-04-22
• US5744465A
  申请人：——

  公开号：US5744465A

  公开（公告）日：1998-04-28
• US5750735A
  申请人：——

  公开号：US5750735A

  公开（公告）日：1998-05-12